Dear Hipster: What is the deal with advertising to hipsters? I would think that hipsters would be immune from marketing ploys, if for no other reason than hipsters wouldn’t want to purchase something so mainstream ...

Dear Hipster: I have been thinking about the popularity of retro stuff recently, at least from a pop-culture standpoint. To me, it seems like people remember the past as distinctly better than it actually was. ...

Ironic heat death of the hipsterverse caused by a gradual loss of potential coolness

Dear Hipster: Why is there never any parking near hipster coffee shops (especially ones that contain guava pastries)? — Janelle Khaleesi There’s a simple answer and a hard answer. I’ll give you the easy one ...

Dear Hipster: Would you rather attend the Gathering of the Juggalos or the Thunder Nationals monster-truck competition? I don’t actually care, but I admit to some curiosity. — Deb Oh. Wow. Tough choice. On the ...

Dear Hipmeister, In a recent answer to a question about increasing automobile size, you wrote, “It’s like a big middle finger to hipsters everywhere, which, naturally, people love.” That brought two questions to mind. One, ...

Dear Hipster: What is the deal with hipsters and expensive sneakers? — Sam Can’t fault the hipsters on this one, bruh. I’ll give you a pass, because the average 21st-century hypebeast, for whom exorbitantly priced ...

Dear Hipster: Why did cars become enormous sometime during the past ten years? — Ann L. If you listen to the think pieces, the reasons are various: building larger cars lets manufacturers skip out on ...

Dear Hipster: I was sitting around the other day with friends, commiserating over the injustice of being forced to wait till 2019 for the next Game of Thrones series, and I realized that a surprising ...

Dear Hipster: Why does the Valentine’s Day stuff come out the day after Christmas? — S. Commerce, bruh! Sometimes, I actually think we are headed toward a future straight out of a George Saunders story, ...